Living in Middletown, DE | Real Estate Overview | Long & Foster

Living in Middletown, DE

Incorporated in 1861, Middletown, Delaware, originally encompassed only one-square mile and earned the name, “Diamond Town of the Diamond State.” Since then, its boundaries have grown along with its population. Today, Middletown still has a quaint small-town charm, while enjoying thriving small businesses, expansive parks, and a growing arts scene.

town square middletown de

Things to Do in Middletown, DE

Parks abound in Middletown and offer convenient spaces for just about any outdoor activity residents would want. Charles E. Price Memorial Park is a 100-acre space with pavilions, open fields, a separate fenced-in dog park, and even a catch-and-release fishing pond. Silver Lake Park has ball fields, tennis courts, and skateboarding ramps. Middletown even has its own “pocket park,” located on Main Street; this 500-square-foot space is located in a formerly unused alley and contains seating, planters, and artwork.

Many would call The Everett Theatre the artistic center of Middletown. A haven for live theater, residents can enjoy a night out watching plays like “Beauty and the Beast,” and “Arsenic & Old Lace,” on the mainstage; they even offer a Cabaret Series, for a unique entertainment experience. Families flock to the Playground Series, which features shorter plays at family-friendly price points. 

Middletown Main Street has been revitalized into a thriving business center. Not only can residents and visitors support local businesses by shopping there, but Middletown Main Street holds several events throughout the year, including a Grapes and Grains Wine & Beer Festival, a Fall Festival, and an annual Christmas Parade.

everett theatre middletown de

Middletown, DE Real Estate

Middletown sits on the Delaware River, so lucky buyers can snatch up waterfront bungalows. For those looking for a modest amount of space, there are plenty of townhomes and ramblers available throughout the town. For people looking to spread out, newly constructed colonials and estate homes are also popping up, with as many as six bedrooms and two acres of land. No matter what you are looking for Middletown real estate has a wide variety to cover every need. 

residential neighborhood middletown de

Transportation around Middletown

While Main Street is made to be walkable, many residents use a car to get around town. Middletown is conveniently located about 25 miles from Wilmington, DE, and many residents commute into the city. Some choose to drive, but others ditch the car and take DART instead. The closest airport is Philadelphia International Airport, at just under 40 miles away.


Getting There & Around


What Locals Love

Don't Miss It

  • Levels Road Dog Park is a favorite among Middletown dog lovers. This fenced-in play area includes a separate small dog section and a fountain to keep the pups hydrated.
  • The Middletown Historical Society is a must for history buffs. It offers year-round tours and lectures about Middletown history. It even includes a “Please Touch” room for kids.
  • Middletown Main Street is home to a variety of festivals and events throughout the year, including parades, music performances, and more.


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